data_YLO # _chem_comp.id YLO _chem_comp.name "1-[2-(4-METHYLPHENOXY)ETHYL]-2-(2-PHENOXYETHYLSULFANYL)BENZIMIDAZOLE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H24 N2 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-06-04 _chem_comp.pdbx_modified_date 2014-09-05 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 404.525 _chem_comp.one_letter_code ? _chem_comp.three_letter_code YLO _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2YLO _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal YLO C01 C01 C 0 1 N N N -25.482 19.661 -27.748 6.525 4.714 -1.660 C01 YLO 1 YLO C02 C02 C 0 1 Y N N -24.400 19.300 -28.764 5.735 3.699 -0.876 C02 YLO 2 YLO C03 C03 C 0 1 Y N N -23.966 20.213 -29.731 5.823 3.672 0.504 C03 YLO 3 YLO C04 C04 C 0 1 Y N N -22.997 19.935 -30.688 5.100 2.742 1.226 C04 YLO 4 YLO C05 C05 C 0 1 Y N N -22.431 18.686 -30.734 4.286 1.834 0.565 C05 YLO 5 YLO C06 C06 C 0 1 Y N N -22.860 17.759 -29.761 4.199 1.863 -0.820 C06 YLO 6 YLO C07 C07 C 0 1 Y N N -23.826 18.044 -28.787 4.919 2.799 -1.536 C07 YLO 7 YLO O08 O08 O 0 1 N N N -21.464 18.389 -31.708 3.574 0.918 1.272 O08 YLO 8 YLO C09 C09 C 0 1 N N N -20.883 17.132 -31.745 2.756 0.014 0.526 C09 YLO 9 YLO C10 C10 C 0 1 N N N -19.504 17.147 -31.180 2.037 -0.935 1.486 C10 YLO 10 YLO N11 N11 N 0 1 Y N N -18.755 16.024 -30.594 1.198 -1.861 0.721 N11 YLO 11 YLO C12 C12 C 0 1 Y N N -18.002 16.100 -29.437 1.581 -3.096 0.223 C12 YLO 12 YLO C13 C13 C 0 1 Y N N -17.753 17.106 -28.519 2.760 -3.824 0.261 C13 YLO 13 YLO C14 C14 C 0 1 Y N N -16.952 16.933 -27.431 2.824 -5.061 -0.348 C14 YLO 14 YLO C15 C15 C 0 1 Y N N -16.365 15.718 -27.216 1.715 -5.581 -0.999 C15 YLO 15 YLO C16 C16 C 0 1 Y N N -16.601 14.716 -28.131 0.536 -4.871 -1.048 C16 YLO 16 YLO C17 C17 C 0 1 Y N N -17.423 14.903 -29.250 0.455 -3.618 -0.435 C17 YLO 17 YLO N18 N18 N 0 1 Y N N -17.803 14.075 -30.294 -0.541 -2.702 -0.313 N18 YLO 18 YLO C19 C19 C 0 1 Y N N -18.606 14.775 -31.092 -0.108 -1.671 0.370 C19 YLO 19 YLO S20 S20 S 0 1 N N N -19.273 14.118 -32.506 -1.068 -0.249 0.774 S20 YLO 20 YLO C21 C21 C 0 1 N N N -20.416 12.788 -32.287 -2.641 -0.701 0.000 C21 YLO 21 YLO C22 C22 C 0 1 N N N -20.347 11.800 -33.446 -3.660 0.417 0.226 C22 YLO 22 YLO O23 O23 O 0 1 N N N -21.476 11.632 -34.244 -4.902 0.060 -0.384 O23 YLO 23 YLO C24 C24 C 0 1 Y N N -21.726 12.466 -35.313 -5.922 0.951 -0.275 C24 YLO 24 YLO C25 C25 C 0 1 Y N N -20.852 12.570 -36.366 -7.155 0.668 -0.844 C25 YLO 25 YLO C26 C26 C 0 1 Y N N -21.124 13.400 -37.442 -8.191 1.576 -0.732 C26 YLO 26 YLO C27 C27 C 0 1 Y N N -22.297 14.124 -37.463 -7.999 2.765 -0.053 C27 YLO 27 YLO C28 C28 C 0 1 Y N N -23.170 14.025 -36.416 -6.770 3.049 0.514 C28 YLO 28 YLO C29 C29 C 0 1 Y N N -22.899 13.192 -35.354 -5.734 2.142 0.410 C29 YLO 29 YLO H011 H011 H 0 0 N N N -26.471 19.415 -28.162 7.501 4.300 -1.912 H011 YLO 30 YLO H012 H012 H 0 0 N N N -25.320 19.091 -26.821 5.988 4.963 -2.576 H012 YLO 31 YLO H013 H013 H 0 0 N N N -25.434 20.738 -27.529 6.656 5.615 -1.060 H013 YLO 32 YLO H03 H03 H 0 1 N N N -24.412 21.196 -29.734 6.458 4.379 1.018 H03 YLO 33 YLO H07 H07 H 0 1 N N N -24.117 17.294 -28.066 4.848 2.825 -2.614 H07 YLO 34 YLO H04 H04 H 0 1 N N N -22.692 20.697 -31.390 5.170 2.721 2.303 H04 YLO 35 YLO H06 H06 H 0 1 N N N -22.419 16.773 -29.767 3.565 1.157 -1.336 H06 YLO 36 YLO H091 H091 H 0 0 N N N -21.501 16.436 -31.159 2.020 0.579 -0.046 H091 YLO 37 YLO H092 H092 H 0 0 N N N -20.837 16.791 -32.790 3.381 -0.563 -0.156 H092 YLO 38 YLO H101 H101 H 0 0 N N N -18.869 17.506 -32.003 2.773 -1.500 2.058 H101 YLO 39 YLO H102 H102 H 0 0 N N N -19.537 17.906 -30.384 1.412 -0.358 2.168 H102 YLO 40 YLO H13 H13 H 0 1 N N N -18.214 18.070 -28.672 3.627 -3.425 0.766 H13 YLO 41 YLO H14 H14 H 0 1 N N N -16.782 17.749 -26.744 3.743 -5.627 -0.318 H14 YLO 42 YLO H15 H15 H 0 1 N N N -15.735 15.549 -26.355 1.777 -6.550 -1.473 H15 YLO 43 YLO H16 H16 H 0 1 N N N -16.136 13.753 -27.981 -0.323 -5.282 -1.557 H16 YLO 44 YLO H211 H211 H 0 0 N N N -20.177 12.260 -31.352 -2.491 -0.846 -1.070 H211 YLO 45 YLO H212 H212 H 0 0 N N N -21.435 13.198 -32.226 -3.011 -1.626 0.444 H212 YLO 46 YLO H221 H221 H 0 0 N N N -19.530 12.129 -34.105 -3.810 0.561 1.296 H221 YLO 47 YLO H222 H222 H 0 0 N N N -20.101 10.816 -33.020 -3.290 1.341 -0.217 H222 YLO 48 YLO H25 H25 H 0 1 N N N -19.937 11.996 -36.356 -7.306 -0.260 -1.375 H25 YLO 49 YLO H29 H29 H 0 1 N N N -23.610 13.106 -34.546 -4.776 2.362 0.858 H29 YLO 50 YLO H26 H26 H 0 1 N N N -20.422 13.479 -38.259 -9.151 1.357 -1.175 H26 YLO 51 YLO H27 H27 H 0 1 N N N -22.525 14.765 -38.302 -8.809 3.474 0.033 H27 YLO 52 YLO H28 H28 H 0 1 N N N -24.081 14.606 -36.422 -6.623 3.979 1.043 H28 YLO 53 # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal YLO C01 C02 SING N N 1 YLO C02 C03 SING Y N 2 YLO C02 C07 DOUB Y N 3 YLO C03 C04 DOUB Y N 4 YLO C04 C05 SING Y N 5 YLO C05 C06 DOUB Y N 6 YLO C05 O08 SING N N 7 YLO C06 C07 SING Y N 8 YLO O08 C09 SING N N 9 YLO C09 C10 SING N N 10 YLO C10 N11 SING N N 11 YLO N11 C12 SING Y N 12 YLO N11 C19 SING Y N 13 YLO C12 C13 SING Y N 14 YLO C12 C17 DOUB Y N 15 YLO C13 C14 DOUB Y N 16 YLO C14 C15 SING Y N 17 YLO C15 C16 DOUB Y N 18 YLO C16 C17 SING Y N 19 YLO C17 N18 SING Y N 20 YLO N18 C19 DOUB Y N 21 YLO C19 S20 SING N N 22 YLO S20 C21 SING N N 23 YLO C21 C22 SING N N 24 YLO C22 O23 SING N N 25 YLO O23 C24 SING N N 26 YLO C24 C25 SING Y N 27 YLO C24 C29 DOUB Y N 28 YLO C25 C26 DOUB Y N 29 YLO C26 C27 SING Y N 30 YLO C27 C28 DOUB Y N 31 YLO C28 C29 SING Y N 32 YLO C01 H011 SING N N 33 YLO C01 H012 SING N N 34 YLO C01 H013 SING N N 35 YLO C03 H03 SING N N 36 YLO C07 H07 SING N N 37 YLO C04 H04 SING N N 38 YLO C06 H06 SING N N 39 YLO C09 H091 SING N N 40 YLO C09 H092 SING N N 41 YLO C10 H101 SING N N 42 YLO C10 H102 SING N N 43 YLO C13 H13 SING N N 44 YLO C14 H14 SING N N 45 YLO C15 H15 SING N N 46 YLO C16 H16 SING N N 47 YLO C21 H211 SING N N 48 YLO C21 H212 SING N N 49 YLO C22 H221 SING N N 50 YLO C22 H222 SING N N 51 YLO C25 H25 SING N N 52 YLO C29 H29 SING N N 53 YLO C26 H26 SING N N 54 YLO C27 H27 SING N N 55 YLO C28 H28 SING N N 56 # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor YLO SMILES ACDLabs 12.01 "n2c1ccccc1n(c2SCCOc3ccccc3)CCOc4ccc(cc4)C" YLO InChI InChI 1.03 "InChI=1S/C24H24N2O2S/c1-19-11-13-21(14-12-19)27-16-15-26-23-10-6-5-9-22(23)25-24(26)29-18-17-28-20-7-3-2-4-8-20/h2-14H,15-18H2,1H3" YLO InChIKey InChI 1.03 PNCBJXVNIRRHJP-UHFFFAOYSA-N YLO SMILES_CANONICAL CACTVS 3.385 "Cc1ccc(OCCn2c(SCCOc3ccccc3)nc4ccccc24)cc1" YLO SMILES CACTVS 3.385 "Cc1ccc(OCCn2c(SCCOc3ccccc3)nc4ccccc24)cc1" YLO SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1ccc(cc1)OCCn2c3ccccc3nc2SCCOc4ccccc4" YLO SMILES "OpenEye OEToolkits" 1.9.2 "Cc1ccc(cc1)OCCn2c3ccccc3nc2SCCOc4ccccc4" # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier YLO "SYSTEMATIC NAME" ACDLabs 12.01 "1-[2-(4-methylphenoxy)ethyl]-2-[(2-phenoxyethyl)sulfanyl]-1H-benzimidazole" YLO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "1-[2-(4-methylphenoxy)ethyl]-2-(2-phenoxyethylsulfanyl)benzimidazole" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site YLO "Create component" 2011-06-04 EBI YLO "Modify descriptor" 2014-09-05 RCSB #